Guesthouse holiday rentals in Escambia County

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Top-rated Guesthouses in Escambia County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Pensacola

4.93 out of 5 average rating, 207 reviews

Blue Skies Cottage - Travel Oasis

Private, Dog friendly, work space, 6 miles to beautiful beaches, 8 miles to historic downtown with thriving restaurants, minutes from access to I-10 and I-110 and convenient shopping at Cordova or University Mall;nestled in a quiet neighborhood to take friendly walks any time of day. This adorable, newly renovated 1 bedroom, 1 bath with queen sleeper sofa (4 Guests), in-house laundry and full kitchen, in/out dining; would love to serve as your gateway to fun and sunshine. Great for longer stays

Guest favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 295 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Guest favourite

Guesthouse in Pensacola

4.98 out of 5 average rating, 106 reviews

The Paradise Cottage-clean+gated

Our 2 story Guest house is the definition of cozy and inviting. Located on our spacious and gated property. We strive to make your stay feel as if you were at home. We are 5 min from Navy Federal Headquarters. 10 min from the Equestrian Center. A quick 30 min (mostly interstate travel) to Pensacola Beach. Perfect location to visit your family if located in Beulah/cantonment/9mile area. When you choose to stay with us you are getting a host that cares 100% about the quality of your stay.

Guest favourite

Guesthouse in Pensacola

4.98 out of 5 average rating, 255 reviews

Pet Friendly, Pool, Hot Tub, Fenced yard.

This cozy one bedroom one bathroom guest house is waiting for you! The guest house is tucked away in a quiet neighborhood in our backyard and includes a kitchenette with washer and dryer. Stay a little while or a while! We have a big fenced in backyard for your pet to play in, a pool to swim in, a grill to cook on, a hot tub to soak in, a firepit to sit by and a hammock to nap in. It's time to Relax! We are just a 16 mile drive to the beach. We would love for you to come and visit!

Guest favourite

Guesthouse in Pensacola

4.95 out of 5 average rating, 208 reviews

Charming Guesthouse @ Live Oaks on the Bayou

Live Oaks on the Bayou is perfect for those on vacation, business or coming to the area for a beach getaway, wedding or graduation. The guesthouse is nestled behind our home with your own driveway and parking . Enjoy a private meal, coffee or a cocktail in the quiet serene courtyard-fountain area immediately out your front door. A wide variety of dining is a 3-10 minute walk. There is always some vegetation in bloom here and throughout one of Pensacola's most treasured neighborhoods.

Guest favourite

Guesthouse in Pensacola

4.99 out of 5 average rating, 100 reviews

Spacious Guesthouse by Alga Brewery & Waterfront

The Hatton Guesthouse is a spacious modern retreat in Pensacola's most historic and influential neighborhood, next to Alga Brewery and local eateries. Walkable to everything! Built in 2022, the space boasts soaring ceilings and a professionally design interior with luxurious linens, bedding, and a full kitchen. A fire pit and BBQ are also located on the property, with firewood provided, and are highly encouraged to be used to enjoy evenings with family or friends.

Guest favourite

Guesthouse in Pensacola

4.96 out of 5 average rating, 163 reviews

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

Guest favourite

Guesthouse in Pensacola

4.96 out of 5 average rating, 595 reviews

Pensacola Oasis - Private, Safe, Central Location!

Please read our great reviews! Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The house includes driveway parking and your own private fenced in yard.

Guest favourite

Guesthouse in Gulf Breeze

4.99 out of 5 average rating, 102 reviews

Snowbird Paradise

Built in 2020, this guesthouse is located in quite and safe neighborhood. 8 miles to Pensacola beach and 17 miles to Navarre Beach. Completely private with your own driveway and parking area, plus the use of the main house pool, patio and BBQ. Beautiful view of the forest. On a case by case basis we will entertain 6 guest. Please inquire before booking. Please be sure to review the House Rules section.

Guest favourite

Guesthouse in Gulf Breeze

4.95 out of 5 average rating, 172 reviews

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

Guest favourite

Guesthouse in Pensacola

4.96 out of 5 average rating, 148 reviews

Adorable carriage house with private entrance

Keep it simple at this peaceful and centrally-located cottage. Private access and parking, near all downtown restaurants, historical sites, and nightlife but far enough away to relax; This unique spot is only miles from Pensacola Beach and the home of the Blue Angels! Newly remodeled and ready to accommodate, we look forward to hosting you in the heart of East Hill!

Guest favourite

Guesthouse in Pensacola

4.96 out of 5 average rating, 643 reviews

North Hill Guesthouse

This small but cute guesthouse is a five minute drive from downtown Pensacola, the new baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure that affords lots of privacy and quiet in the historical North Hill neighborhood.